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Hotels in Winter Haven

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Choose from 38108 Winter Haven Hotel Deals

Best Western Plus Winter Haven Inn & Suites 
Best Western Plus Winter Haven Inn & Suites 
3.5 out of 5
5801 Roosevelt Dr, Winter Haven, FL
  • 7 min walk from LEGOLAND® Florida
Stay at this 3.5-star business-friendly hotel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (806 reviews)
"This was very conveniently located to Lego Land. The property looks newer. My gripe is that our bathroom was not clean (toilet) and the toilet was not sealed to the floor and dabbled. You could tell where they attempted at fixing it and failed. The breakfast was good as were all other things. However, ..."

Reviewed on May 9, 2025

Best Western Plus Winter Haven Inn & Suites 
Staybridge Suites Winter Haven Auburndale by IHG
Staybridge Suites Winter Haven Auburndale by IHG
3 out of 5
305 5th St NW and Avenue D NW, Winter Haven, FL
  • 9 min drive from LEGOLAND® Florida
Stay at this 3-star hotel in Winter Haven. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in ...
9.6/10 Exceptional! (340 reviews)
"Beautifully kept hotel, room was huge we loved our stay!…"

Reviewed on May 5, 2025

Staybridge Suites Winter Haven Auburndale by IHG
Home2 Suites By Hilton Winter Haven
Home2 Suites By Hilton Winter Haven
3 out of 5
6015 Cypress Gardens Blvd, Winter Haven, FL
  • 10 min walk from LEGOLAND® Florida
Stay at this 3-star business-friendly hotel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Popular attractions LEGOLAND® Florida and Chain ...
9.2/10 Wonderful! (95 reviews)
"The front desk staff Laura and Sherman were great!!! They were friendly and made it so easy to check-in and out. This hotel was very clean and beds very comfortable. It's right across the street from Legoland. I most definitely recommend this hotel."

Reviewed on May 8, 2025

Home2 Suites By Hilton Winter Haven
The Grove Resort & Water Park Orlando
The Grove Resort & Water Park Orlando
4 out of 5
14501 Grove Resort Avenue, Winter Garden, FL
  • 1 hour drive from LEGOLAND® Florida
Stay at this 4-star family-friendly resort in Winter Garden. Enjoy free WiFi, 5 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful ...
7.8/10 Good! (7,598 reviews)
"This is our second year in a row staying at The Grove. We had an excellent time on the resort. The rooms were comfortable and clean, the amenities were great as there are a lot of offerings. Couple small things: only 2 rolls of towel paper for the bathroom for a week will just cause more work for ..."

Reviewed on May 8, 2025

The Grove Resort & Water Park Orlando
Vacation Village at Parkway
Vacation Village at Parkway
3 out of 5
2975 Arabian Nights Blvd, Kissimmee, FL
  • 1 hour drive from LEGOLAND® Florida
Stay at this 3-star family-friendly condo in Kissimmee. Enjoy free WiFi, 7 outdoor pools, and 7 hot tubs. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (2,068 reviews)
"We really enjoyed the property. The one issue we had is that as soon as you check-in they are pitching you to come to a time-share sales event. They'll offer you all sorts of things. We got offered a $200 gift card. People in line with us got offered tickets to any Disney park. We agreed because ..."

Reviewed on May 9, 2025

Vacation Village at Parkway
Hilton Vacation Club Mystic Dunes Orlando
Hilton Vacation Club Mystic Dunes Orlando
7600 Mystic Dunes Lane, Kissimmee, FL
  • 57 min drive from LEGOLAND® Florida
Book a stay at this golf property in Kissimmee. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the pool and the restaurant in our reviews. ...
9/10 Wonderful! (3,949 reviews)
"Rooms were very spacious and clean, l will stay again and recommend it to others."

Reviewed on May 10, 2025

Hilton Vacation Club Mystic Dunes Orlando
Hilton Vacation Club Aqua Sol Orlando West
Hilton Vacation Club Aqua Sol Orlando West
4 out of 5
17777 Bali Blvd, Winter Garden, FL
  • 1 hour drive from LEGOLAND® Florida
Stay at this 4-star family-friendly hotel in Winter Garden. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff ...
8.8/10 Excellent! (3,749 reviews)
"Me and my Fiancé booked our annual trip and also had a wedding to attend in Orlando, FL. It was a great stay. We stayed for a week and we will definitely book this resort again. Thank you for your kind service."

Reviewed on May 8, 2025

Hilton Vacation Club Aqua Sol Orlando West
Comfort Inn & Suites Kissimmee by the Parks
Comfort Inn & Suites Kissimmee by the Parks
2.5 out of 5
7675 W Irlo Bronson Hwy, Kissimmee, FL
  • 1 hour drive from LEGOLAND® Florida
Stay at this hotel in Kissimmee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
7.2/10 Good! (1,133 reviews)
"Convenient"

Reviewed on May 8, 2025

Comfort Inn & Suites Kissimmee by the Parks
Kompose Boutique Resort at Theme Parks
Kompose Boutique Resort at Theme Parks
4 out of 5
7491 W Irlo Bronson Memorial Hwy, Kissimmee, FL
  • 1 hour drive from LEGOLAND® Florida
Stay at this 4-star business-friendly resort in Kissimmee. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Disney's Animal Kingdom® Theme ...
9.6/10 Exceptional! (72 reviews)
"I had an amazing stay at Kompose Boutique Hotel! From the moment we arrived, the stylish and modern décor created a relaxing vibe. The rooms were super clean, thoughtfully designed, and perfect for our family with young kids. The staff was incredibly friendly and accommodating, always ready to help ..."

Reviewed on May 10, 2025

Kompose Boutique Resort at Theme Parks
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Holiday Inn Club Vacations at Orange Lake Resort by IHG
4 out of 5
8505 W Irlo Bronson Memorial Hwy, Kissimmee, FL
  • 1 hour drive from LEGOLAND® Florida
Stay at this 4-star golf resort in Kissimmee. Enjoy free parking, 7 outdoor pools, and 8 restaurants. Our guests praise the pool and the helpful staff in our ...
8.6/10 Excellent! (1,967 reviews)
Missing Information!!!
"The only problem I had was the breakfast purchase was on for a $30 voucher towards breakfast. Or you can change up to $30 in the room and it will be dedicated. That's not the same as getting a continental breakfast at a holiday Inn express."

Reviewed on May 7, 2025

Holiday Inn Club Vacations at Orange Lake Resort by IHG
Margaritaville Resort Orlando with H2O Waterpark
Margaritaville Resort Orlando with H2O Waterpark
4 out of 5
8000 Fins Up Circle, Kissimmee, FL
  • 1 hour drive from LEGOLAND® Florida
Stay at this 4-star spa resort in Kissimmee. Enjoy 3 outdoor pools, a full-service spa, and 3 restaurants. Our guests praise the pool and the restaurant in our ...
8.8/10 Excellent! (3,366 reviews)
"Great hotel!"

Reviewed on May 8, 2025

Margaritaville Resort Orlando with H2O Waterpark
Delta Hotels by Marriott Orlando Celebration
Delta Hotels by Marriott Orlando Celebration
3.5 out of 5
2900 Parkway Blvd, Kissimmee, FL
  • 1 hour drive from LEGOLAND® Florida
Stay at this 3.5-star business-friendly hotel in Kissimmee. Enjoy free WiFi, 2 outdoor pools, and 4 restaurants. Our guests praise the pool and the helpful staff ...
8/10 Very Good! (1,877 reviews)
"Great!"

Reviewed on May 8, 2025

Delta Hotels by Marriott Orlando Celebration
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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